617-52-7

Basic information

• Product Name: Dimethyl itaconate
• Synonyms: 2-METHYLENE-SUCCINIC ACID DIMETHYL ESTER;ITACONIC ACID DIMETHYL ESTER;DIMETHYL 2-METHYLENESUCCINATE;DIMETHYL ITACONATE;DIMETHYL METHYLENESUCCINATE;METHYL ITACONATE;Butanedioic acid, 2-methylene-, dimethyl ester;methylene-butanedioicacid,dimethylester
• CAS NO: 617-52-7
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.15
• EINECS: 210-519-6
• Product Categories: C6 to C7;Esters;C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 617-52-7.mol
• Article Data: 22

Chemical Properties

• Melting Point: 37-41 °C(lit.)
• Boiling Point: 208 °C(lit.)
• Flash Point: 213 °F
• Appearance: White/Crystalline Low Melting Mass or Liquid
• Density: 1.124 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.219mmHg at 25°C
• Refractive Index: 1.4457 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: slightly soluble
• BRN: 386674
• CAS DataBase Reference: Dimethyl itaconate(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethyl itaconate(617-52-7)
• EPA Substance Registry System: Dimethyl itaconate(617-52-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 617-52-7(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline low melting mass or liquid

Uses

Different sources of media describe the Uses of 617-52-7 differently. You can refer to the following data:
1. Dimethyl Itaconate is a chemical reagent used in the synthesis of functionalized 2-isoxazolines used in fragment-based drug discovery.
2. Dimethyl itaconate may be used in functionalization of isotactic poly(propylene). It was used in crosslinking of polyesters: poly(isosorbide itaconate)and poly(isosorbide itaconate-co-succinate).
3. Dimethyl itaconate can be used for the rhodium catalyzed asymmetric hydrogenation of (S)-dimethyl-2-methylsuccinate and (R)-methyl succinic acid dimethyl ester.

General Description

Dimethyl itaconate undergoes enantioselective Rh(I)-catalyzed hydrogenation which can be enhanced by appropriate choice of substituents on aromatic ring of (1,2-diarylphosphinoxy)cyclohexane.

Flammability and Explosibility

Nonflammable

Purification Methods

Crystallise the ester from MeOH by cooling to -78o. [Beilstein 2 IV 2229.]

InChI:InChI=1/C7H10O4/c1-5(7(9)11-3)4-6(8)10-2/h1,4H2,2-3H3

Upstream product

• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 624-65-7 2-propynyl chloride 
• 50-00-0 formaldehyd 
• 106-65-0 Dimethyl succinate 
• 2170-03-8 itaconic acid anhydride 
• 97-65-4 2-methylenesuccinic acid 
• 26805-54-9 dimethyl (Z)-2-(bromomethyl)fumarate 
• 66-25-1 hexanal 
• 2409-52-1 diethylitaconate 
• 89680-36-4 N-(trimethylsilylmethyl)pyridinium triflate 
• 624-49-7 dimethylfumarate 
• 201230-82-2 carbon monoxide 
• 107-19-7 propargyl alcohol 

Downstream Products

• 64-18-6 formic acid 
• 25306-99-4 dimethyl 2-(methoxymethyl)succinate 
• 100911-29-3 methyl 1-ethyl-5-oxo-3-pyrrolidinecarboxylate 
• 59857-84-0 methyl 1-(1-methylethyl)-5-oxo-3-pyrrolidinecarboxylate 
• 59857-87-3 methyl 1-(1-butyl)-5-oxo-3-pyrrolidinecarboxylate 
• 64320-92-9 methyl 5-oxo-1-phenylpyrrolidine-3-carboxylate 
• 92865-28-6 (benzylsulfanyl-methyl)-succinic acid dimethyl ester 
• 51535-00-3 methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate 
• 14466-21-8 5-oxopyrrolidine-3-carboxamide 
• 98069-97-7 1-amino-5-oxo-pyrrolidine-3-carboxylic acid hydrazide 
• 165529-01-1 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester 
• 1026379-92-9 3-[5-(2,4-Dichloro-phenyl)-pentyl]-5-methoxycarbonylmethyl-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 
• 180622-67-7 (+/-)5-(Carbomethoxymethyl)-3-[6-(2, 4-dichlorophenyl)-hexyl]-5-methoxycarbonyl-4,5-dihydroisoxazole 
• 180623-44-3 2-[6-(2,4-Dichloro-phenyl)-hexylsulfanylmethyl]-succinic acid dimethyl ester 

Relevant articles and documents

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